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Compare 128 Cottages in Leonardtown with updated reviews, rates, and availability.

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (25)
"Teresa was awesome. "
The price is AED 551
AED 1,145 total
includes taxes & fees
5 Jun - 6 Jun
Soul Oasis - home on the Chesapeake Bay

Cozy Cottage with access to and partially obstructed views of the bay.

9.2 out of 10, Wonderful, (20)
"Enjoy our time there"
Cozy Cottage with access to and partially obstructed views of the bay.

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

9.8 out of 10, Exceptional, (134)
"Lovely, quiet, clean and comfy "
The price is AED 558
AED 899 total
includes taxes & fees
3 Jun - 4 Jun
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Waterfront Cottage in Beautiful Hoopers Island

10.0 out of 10, Exceptional, (71)
"This is a small, sweet, comfortable cottage, and was just perfect for our brief getaway from the hurly-burly. The house is very well equipped, especially the kitchen, so cooking the local seafood was easy. The decor (loved the faux fireplace) was charming and welcoming, down to the live Poinsettia plant on the table when we got there. "
Waterfront Cottage in Beautiful Hoopers Island

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

9.6 out of 10, Exceptional, (5)
"Will book again. Everything was as described and the house was very clean and comfortable. "
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Piney Point, private , Beach Front Cottage

10.0 out of 10, Exceptional, (86)
"Wonderful hosts, beautiful property! Already planning next years visit! "
Piney Point, private , Beach Front Cottage

Blue Heron Cottage is cozy & convenient. Renovated March 2023!

10.0 out of 10, Exceptional, (45)
"Very clean and in a great location. Would love to stay there again. "
Blue Heron Cottage is cozy & convenient. Renovated March 2023!

Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

10.0 out of 10, Exceptional, (50)
"This is a great place, roomy and clean, magnificent views, lots to do. We absolutely loved staying here and will definitely be back."
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

Discounted Summer & Fall Dates: The Hideaway in Hays Beach - Chesapeake Bay

10.0 out of 10, Exceptional, (114)
"A wonderful place to just relax. We loved being able to walk on the beach as well as just sit in the backyard relaxing and chatting! House is clean and well-stocked and had different areas for gathering! "
Discounted Summer & Fall Dates: The Hideaway in Hays Beach - Chesapeake Bay

Cozy Virginia Potomac Riverfront Cottage

9.8 out of 10, Exceptional, (34)
"Clean, comfortable, quiet, and what a beautiful spot on the river! Thank you 😊 "
Cozy Virginia Potomac Riverfront Cottage

Chic Cottage w/ Private Yard: Steps to Beach!

10.0 out of 10, Exceptional, (19)
"We loved our stay in Colonial Beach! The cottage was fantastic— we appreciated the fully stocked kitchen and the screened-in porches!"
Chic Cottage w/ Private Yard: Steps to Beach!

Private Beach Front Getaway at The Sunshine Beach Cottage.

9.8 out of 10, Exceptional, (66)
"Beautifully appointed cottage. Literally right on the water. Quiet, serene and relaxing. Loved it and will be back!"
Private Beach Front Getaway at The Sunshine Beach Cottage.

Sunnyside Up - Small Dog Friendly Waterfront Cottage

10.0 out of 10, Exceptional, (16)
"My wife and I truly enjoyed our stay in colonial Beach! The cabin was very nicely decorated and furnished a well equipped kitchen, and we had great conversation via messaging in person with the owners of the property. We would definitely stay there again."
Sunnyside Up - Small Dog Friendly Waterfront Cottage

Privacy and space with world class views

9.8 out of 10, Exceptional, (85)
"Friends get away was awesome! This place is so pretty in the fall and the owner was super helpful and check in was easy! Would def stay here again!"
Privacy and space with world class views

2 Bedroom Cozy Beach Cottage with Beach Access

9.8 out of 10, Exceptional, (15)
"Great place to stay"
2 Bedroom Cozy Beach Cottage with Beach Access

Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC

10.0 out of 10, Exceptional, (14)
"We had a very nice time at this house. The neighborhood was very nice to walk in and we enjoyed watching the Bay."
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC

Hays Beach House - Hot Tub - Private Beach

9.6 out of 10, Exceptional, (8)
"Stayed with two other families for the State Swim Championships. Property is spacious, clean and well appointed. Even the kitchen knives were sharp!"
Hays Beach House - Hot Tub - Private Beach

Walk to Beach: Pet-Friendly Gem in Scotland!

10.0 out of 10, Exceptional, (2)
"This cute and comfortable cottage had everything I could need. The community beach was lovely and spotted deer on my walks. It was just a quick drive to Point Lookout. I thoroughly enjoyed my stay!"
Walk to Beach: Pet-Friendly Gem in Scotland!

Cottage on the Potomac in Newburg: Shared Pier!

10.0 out of 10, Exceptional, (2)
"Our 5-night stay at this coastal getaway was nothing short of amazing! This charming VRBO property exceeded our expectations. The house was spotless, beautifully decorated, and equipped with everything we needed for a relaxing vacation. The open living space and modern kitchen made it easy to feel at home, and the cozy bedrooms ensured restful nights. The location was perfect for morning strolls and sunset views. The host was incredibly responsive and provided great local tips. This was the...
Cottage on the Potomac in Newburg: Shared Pier!

Waterfront Island Cottage with Loft and Private Pier

2.0 star property
10.0 out of 10, Exceptional, (1)
"This property was everything we hoped for and more. Impeccably clean, beautifully maintained, and the view was just breathtaking — even better than the photos. The host was incredibly responsive and helpful, which made our stay even more seamless and enjoyable. Every detail was perfect, and we loved every minute. We’ll definitely be back and highly recommend this gem!! Thanks, Allen. "
Waterfront Island Cottage with Loft and Private Pier
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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